Novel alkaloids from the roots of Stemona sessilifolia

Chem Biodivers. 2007 Mar;4(3):523-30. doi: 10.1002/cbdv.200790045.

Abstract

Four new Stemona alkaloids, sessilistemonamines A-C (1-3, resp.) and dihydrostemoninine (4), were isolated from the roots of Stemona sessilifolia. Their structures and relative configurations were elucidated by means of in-depth 1D- and 2D-NMR-spectroscopic as well as mass-spectrometric experiments; and the structure of 4 was solved by X-ray single-crystal diffraction. The stereoisomeric compounds 1-3 share an unprecedented tetracyclic decahydro-1H-furo[2',3':4,5]cyclopenta[1,2-b]pyrrolo[1,2-a]azepine nucleus. Compounds 1 and 2 were found to be moderately active in terms of acetylcholinesterase (AchE) inhibition, with IC50 values of 68.8+/-9.5 and 17.1+/-2.5 microM, resp.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Roots*
  • Stemonaceae*

Substances

  • Alkaloids
  • Cholinesterase Inhibitors
  • Plant Extracts